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The  35 Cl-NQR spectra of 27 chloroanilinium salts, [Cl x C 6 H 5-x NH 3  ⊕ ] X ⊖ , mainly chlorides and bromides, were investigated at 77 °K. The  35 Cl-NQR frequencies were tentatively assigned to certain chlorine atoms at the benzene ring. The substituent influence of the — NH 3  ⊕ X ⊖  group is discussed in terms of the NQR substituent parameter x. The electron attracting power of this group is clearly revealed. It decreases in the order ortho &amp;gt; meta &amp;gt; para of the substitution at the benzene ring with regard to the chlorine position. The substituent parameters x and σ(Hammett) are compared for the —NH 3  ⊕ X ⊖  group and the — NH 2  group. The anion in the anilinium salts, X e , seems to have no influence on the charge distribution within the aromatic system.

zeitschrift für naturforschung b

Studies of the Substituent Effect in Aromatic Systems by Chlorine Nuclear Quadrupole Resonance ( 35 Cl-NQR). Chloroanilinium Salts, [Cl x C 6 Η 5-x ΝΗ 3  ⊕ ]Χ ⊖  with X ⊖ . =Cl ⊖ , Br ⊖ , etc.